EP0311166B1 - Lubricating oil composition - Google Patents

Lubricating oil composition Download PDF

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Publication number
EP0311166B1
EP0311166B1 EP88202044A EP88202044A EP0311166B1 EP 0311166 B1 EP0311166 B1 EP 0311166B1 EP 88202044 A EP88202044 A EP 88202044A EP 88202044 A EP88202044 A EP 88202044A EP 0311166 B1 EP0311166 B1 EP 0311166B1
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EP
European Patent Office
Prior art keywords
lubricating
derivative
base oil
lubricating base
gelling agent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP88202044A
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German (de)
English (en)
French (fr)
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EP0311166A1 (en
Inventor
Feike De Jong
Jacob Vermeule
Willem Dannenberg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell Internationale Research Maatschappij BV
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Shell Internationale Research Maatschappij BV
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Publication date
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Priority to AT88202044T priority Critical patent/ATE74154T1/de
Publication of EP0311166A1 publication Critical patent/EP0311166A1/en
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Publication of EP0311166B1 publication Critical patent/EP0311166B1/en
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M167/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound, a non-macromolecular compound and a compound of unknown or incompletely defined constitution, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/16—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/24—Polyethers
    • C10M145/26—Polyoxyalkylenes
    • C10M145/36—Polyoxyalkylenes etherified
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C—CHEMISTRY; METALLURGY
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    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals
    • C—CHEMISTRY; METALLURGY
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    • C10M165/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a compound of unknown or incompletely defined constitution, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/028—Overbased salts thereof
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/26—Overbased carboxylic acid salts
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/26—Overbased carboxylic acid salts
    • C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy groups
    • C—CHEMISTRY; METALLURGY
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
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    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C10M2215/082—Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated derivatives
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/086—Imides [having hydrocarbon substituents containing less than thirty carbon atoms]
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    • C10M2215/12—Partial amides of polycarboxylic acids
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/12—Partial amides of polycarboxylic acids
    • C10M2215/122—Phtalamic acid
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
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    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/26—Amines
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/28—Amides; Imides
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    • C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
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    • C10M2219/088—Neutral salts
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    • C10M2219/089—Overbased salts
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • the present invention relates to a lubricating oil composition
  • a lubricating oil composition comprising a lubricating base oil, one or more overbased metal salts of a carboxylic acid and an anti-gelling agent.
  • oil-soluble overbased metal salts of carboxylic acids as detergent additives in lubricating oils is well known.
  • the excess basicity of the salts not only improves the detergent properties of the oils but also provides the oils with an alkaline reserve which neutralizes any acidic compound which is formed during the operation of the engine in which the lubricating oil composition is used.
  • Examples of such compounds are mono- or polyhydric alcohols such as methanol, hexanol and decanol, alkylamines such as decylamine, alkyl phenol, alkyl aromatic carboxylic acids and hydrocarboxylic acids, aliphatic carboxylic acids, naphthenic acids, sulphonic acids, phosphoric acids and their salts. From the Examples in this reference it is apparent that considerable amounts of the anti-gelling agent are required to get the desired result, especially in the case of overbased alkaline earth metal salts.
  • carboxylic acids thereof as anti-gelling agents, as is described in Examples of the British paten specification, reduces the overall basicity, calculated as the total equivalent of metal over the total equivalent of acid, thereby decreasing the desirable alkaline reserve. Hence these anti-gelling agents are not satisfactory.
  • the gelling tendency of such compositions can even be increased when the lubricating oil composition also contains a succinimide derivative.
  • succinimide derivatives are the reaction products of a hydrocarbyl-substituted succinic acid, such as an alkyl or alkenyl substituted succinic acid with an amine, in particular a polyamine. Processes to prepare such succinimide derivatives are e.g. described in US-A-3,172,892. The gelling occurring in lubricating oil compositions containing both an overbased salt and a succinmide derivative cannot be counteracted effectively by the anti-gelling agents mentioned in GB-A-818,325.
  • the present invention provides a lubricating oil composition
  • a lubricating oil composition comprising a lubricating base oil, one or more overbased alkaline earth metal salts of an aromatic carboxylic acid, a succinimide derivative, being the reaction product of hydrocarbyl substituted succinic anhydride and an amine, and as anti-gelling agent an alkanolamine derivative which is a polyamine derivative containing at least two hydroxyalkyl moieties and having from 2 to 15 alkoxy groups.
  • the lubricating base oils present in the compositions of the invention are preferably hydrocarbon lubricating oils, which may be mineral or synthetic, but ester-type lubricating base oils and vegetable oils can also be used.
  • the compositions may also contain mixtures of lubricating base oils.
  • An example of such a mixture is a mixture of mineral lubricating oils, for instance a mixture of a distillate lubricating oil and a residual lubricating oil.
  • Another example of such a mixture is a mixture of a mineral lubricating oil and a synthetic hydrocarbon lubricating oil.
  • suitable synthetic hydrocarbon lubricating oils may be mentioned polyolefins, such as polyisobutylenes.
  • the lubricating oil component of the compositions according to the invention is a mineral lubricating oil or a mixture of mineral lubricating oils.
  • the viscosity of the lubricating oils present in the lubricating oil compositions may vary within wide ranges, and is generally from 3 to 100 mm2/s (cSt) at 100 °C.
  • Suitable aromatic carboxylic acids include acids containing a benzene or naphthalene ring and one or more oil-solubilising radicals having a total of at least 8, in particular at least 12 carbon atoms.
  • Particularly preferred are alkyl salicylic acids having at least 8, preferably at least 10 carbon atoms in the alkyl group, in particular from 12 to 26 carbon atoms.
  • the alkaline earth metals used in the present composition include magnesium, calcium, strontium and barium.
  • the alkaline earth metal employed is magnesium and/or calcium.
  • overbased metal salts have been described in several patent documents, e.g. GB-A-786,167 and in the EP-A-267 658 and EP-A-248 465.
  • an overbased metal salt is understood any salt in which the basicity index (BI), defined as the equivalent ratio of metal to aromatic carboxylic acid is greater than 1.
  • the BI of the salt used is preferably from 3 to 20.
  • overbased metal salt is further understood any metal salt which before or after overbasing has been subjected to a further treatment, e.g. a sulphurization and/or boration step, such as those described in EP-A-0,168,110, EP-A-0,168,111, EP-A-0,168,880 and GB-B-2,149,810.
  • the succinimide derivative is the reaction product of a substituted succinic anhydride and an amine.
  • the amine is a polyamine having 3 to 25 carbon atoms and selected from linear and branched alkylene polyamines, cycloaliphatic polyamines and heterocyclic polyamines.
  • Suitable linear polyamines used in the reaction product of the present invention include the ethylene polyamines, but also ⁇ , ⁇ -diaminopropane or butane, propylene polyamines, di(trimethylene)triamine, and butylene polyamines.
  • Preferred are the ethylene polyamines, in particular diethylene triamine, diethylene tetramine, tetraethylene pentamine and pentaethylene hexamine.
  • Suitable branched polyamines include those of formula I in which R is a C2 ⁇ 4 alkylene group, x is 0-7, y is 1-7, z is 0-7 and x + y + z is 1-8.
  • Cycloaliphatic polyamines are suitably selected from 5 or 6-membered ring systems, such as cyclopentane or cyclohexane rings. Amino groups may be attached directly to the rings. However, it is also possible that the rings are substituted by amino alkyl groups.
  • a suitable cyclic polyamine is 1,4-diaminocyclohexane.
  • heterocylic polyamines are tetra- and dihydro pyridines, piperadines, azetidines, pyrroles, piperazines, substituted by one or more amino, amino aklyl groups of formula II H2N-(R-NH) w -R- in which w is from 0-5 and R is a C2 ⁇ 4 alkylene group.
  • w is from 0-5 and R is a C2 ⁇ 4 alkylene group.
  • N-(2-aminoethyl)piperazine and 1,4-bis(2-aminoethyl)-piperazine are especially preferred.
  • Ethylene polyamines as mentioned under the linear polyamines are especially useful in the present invention.
  • Such compounds are prepared very conveniently by reacting an alkylene chloride with ammonia or by reacting ethylene imine with e.g. ammonia. These reactions result in a mixture of alkylene polyamines, including cyclic products such as piperazines.
  • the polyamines have advantageously a molecular structure consisting of and/or as the building blocks and -R1-NR2R3 and/or as the chain terminating groups, wherein R1 is ethylene, propylene, trimethylene or a butylene group, R2 and R3 are hydrogen or -R1-NH2, a is 0 to 7 and b is 1 to 3.
  • the hydrocarbyl substituent at the succinic group is preferably derived from a polyolefin. It is suitably derived from a homopolymer or copolymer of one or more olefin monomers having 2 to 16 carbon atoms, preferably from 2 to 6 carbon atoms.
  • the copolymers include random, block and tapered copolymers. Suitable monomers include ethene, propene, butenes, isobutene, pentenes, octenes, and also diolefines such as butadiene and isoprene. If a diene is used as monomer the resulting polymer is preferably hydrogenated to saturate at least 90%, more preferably substantially all unsaturated bonds. It is especially preferred to use an alkenyl substituent derived from polyisobutylene.
  • the number average molecular weight of the hydrocarbyl-substituent is preferably from 600 to 6000, more preferred from 750 to 3500.
  • the number average molecular weight (Mn) can easily be determined by vapour pressure osmometry or by gel permeation chromatography with calibration of the polymer, as will be appreciated by those skilled in the art.
  • the weight average molecular weight (Mw) can also be determined by gel permeation chromatography.
  • the quotient Mw/Mn which is a measure indicating the width of molecular weight distribution, has usually a value from 1.5 to 4.0.
  • the number of succinic groups per hydrocarbyl moiety may be greater than 1.
  • the number of succinic groups per hydrocarbyl moiety is from 1.0 to 4.0, in particular from 1.4 to 3.0.
  • hydrocarbyl-substituted succinic anhydride is done in analogy to processes known in the art.
  • succinic anhydride precursor i.e. generally maleic anhydride.
  • a polyolefin is used as substituent substituted succinic anhydride can conveniently be prepared by mixing the polyolefin, e.g. polyisobutylene, with maleic anhydride and passing chlorine through the mixture yielding hydrochloric acid and alkenyl-substituted succinic anhydride, as described in GB-A-949,981.
  • hydrocarbyl-substituted succinic anhydride by reacting thermally a polyolefin with maleic anhydride. It is further possible to combine the methods of this Dutch application and GB-A-949,981, as is illustrated in GB-A-1,440,219 and GB-A-1,543,627.
  • the products prepared in this way include compounds in which the alkenyl chain is connected to one or both of the alpha carbon atoms of the succinic group.
  • the reaction products of the hydrocarbyl-substituted succinic anhydride and the polyamine are obtained by heating them together, preferably at temperatures of at least 80°C, e.g. from 100 to 300°C. Most preferred are temperatures of 125 to 250°C. It is preferred that the number of succinic anhydride groups per polyamine group is greater than 1, so that two primary amine groups of at least some of the polyamines can react with succinic anhydride group to yield a mixture of mono- and bis-succinimides. When the equivalent ratio of succinic anhydride groups and primary amine groups equals two, the reaction product will consist on average of bis-succinimides.
  • the lubricating compostion according to the present invention preferably contains succinimide additives which are the reaction product of 1.4 to 2.4 groups of succinic anhydride groups per polyamine group.
  • the invention therefore further provides lubricating composition comprising a major portion of a lubricating oil and a minor portion of an additive obtained by post-treating a hydrocarbyl-substituted succinimide as described above, which post-treating has been carried out by an agent selected from boron oxide, boron oxide hydrate, boron halides, boron acids, esters of boron acids, carbon disulphide, H2S, sulphur, sulphur chlorides, alkenyl cyanides, carboxylic acid acylating agents, aldehydes, ketones, urea, thiourea, guanidine, dicyanodiamide, hydrocarbyl phosphates, hydrocarbyl phosphites, hydrocarbyl thiophosphates, hydrocarbyl thiophosphites, phosphorus sulfides, phosphorous oxide
  • the alkanolamine derivative use as, anti-gelling agent may contain an oil-solubilizing radical, such as a C5 ⁇ 30 alkyl or C7 ⁇ 30 acyl group although the compounds do not need to contain an oil-solubilizing radical.
  • Preferred examples of the alkanolamine derivatives are N-C18-alkyl-N,N′N′-tri(2-hydroxyethyl)-1,3-diaminopropane, and 1,16-dihydroxy-3,7,10,14-tetra(2-hydroxyethyl)-3,7,10,14-tetra-azahexadecane.
  • this compound contains six ethanolamine moieties.
  • Most preferred anti-gelling agents are those compounds in which the hydroxy-alkyl group of the alkanolamine derivative consists of a hydroxy(poly)alkoxyalkyl group, thereby combining the feature of having a combination of hydroxy and amino functions in one molecule on the one hand and of being a polyalkoxylated alcohol on the other.
  • the amine is preferably a polyamine and there are preferably two hydroxyalkyl groups attached to one nitrogen atom in the anti-gelling molecule.
  • the number of alkoxy groups, in particular ethoxy groups in these molecules advantageously ranges from 2 to 15.
  • alkoxylated alkanolamines are ethoxylated oleyl-diethanolamine containing 3 additional ethoxy groups and ethoxylated N,N-di(hydroxyethyl)-N′,N′-dimethyl-1,3-diaminopropane, containing 3-8 ethoxy groups.
  • the lubricating oil composition according to the present invention may contain the anti-gelling agent in various amounts.
  • the composition contains from 0.05 to 6.0 %w of the anti-gelling agent.
  • the amounts of the overbased salts and the succinimide derivative can also vary within wide ranges, dependent on the use of the lubricating oil composition.
  • the lubricating oil composition preferably contain from 0.5 to 20 %w of the overbased salt and from 0.5 to 20 %w of the succinimide derivative.
  • the amount of the overbased salt is preferably from 0.5 to 5.0 %w and that of the succinimide derivative from 0.5 to 20 %w, all weight percentages being based on the weight of the lubricating base oil.
  • the lubricating composition according to the invention is suitably prepared by addition of an additives concentrates to a lubricating base oil.
  • a concentrate generally comprises a lubricating base oil as solvent/diluent and one or more additives in a concentrated form.
  • the present invention further provide a lubricating oil concentrate comprising a lubricating base oil, up to 80%w of a succinimide, up to 60%w of overbased salt, and from 0.5 to 10 %w of the anti-gelling agent, all weight percentages based on the weight of the lubricating base oil.
  • the lubricating oil composition may further contain a number of other additives, such as antioxidants, foam inhibitors, corrosion inhibitors, viscosity index improvers, and pour point depressants, as can be established by a person skilled in the art.
  • additives such as antioxidants, foam inhibitors, corrosion inhibitors, viscosity index improvers, and pour point depressants, as can be established by a person skilled in the art.
  • the anti-gelling performance a number of compounds was tested in a lubricating oil composition containing the following components: a hydrocarbon mineral base oil having a kinematic viscosity at 100°C of 4.4-4.9 mm2/s; 2.1 %w of an overbased calcium C14 ⁇ 18 alkyl salicylate, having a basicity index of 8.0; 12.0 %w of a succinimide derivative, prepared by a chlorine-mediated coupling of maleic anhydride (MALA) and polyisobutylene (PIB) to yield PIB(MALA) 1.75 , followed by a reaction with tetraethylenepentamine (TEPA) to yield a succinimide derivative having a molar ratio of succinic groups to TEPA of 2.2.
  • MALA maleic anhydride
  • PIB polyisobutylene
  • TEPA tetraethylenepentamine
  • the kinematic viscosity of the mixture at 40°C was determined both immediately after mixing the components and after storage of 6 days at 40 °C.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP88202044A 1987-09-22 1988-09-19 Lubricating oil composition Expired - Lifetime EP0311166B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT88202044T ATE74154T1 (de) 1987-09-22 1988-09-19 Schmiermittelzusammensetzung.

Applications Claiming Priority (2)

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GB8722323 1987-09-22
GB878722323A GB8722323D0 (en) 1987-09-22 1987-09-22 Lubricating oil composition

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EP0311166A1 EP0311166A1 (en) 1989-04-12
EP0311166B1 true EP0311166B1 (en) 1992-03-25

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US (1) US4929374A (enrdf_load_stackoverflow)
EP (1) EP0311166B1 (enrdf_load_stackoverflow)
AT (1) ATE74154T1 (enrdf_load_stackoverflow)
DE (1) DE3869539D1 (enrdf_load_stackoverflow)
ES (1) ES2032326T3 (enrdf_load_stackoverflow)
GB (1) GB8722323D0 (enrdf_load_stackoverflow)
GR (1) GR3004459T3 (enrdf_load_stackoverflow)

Cited By (1)

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Publication number Priority date Publication date Assignee Title
EP0839840B2 (en) † 1996-10-29 2016-01-20 Idemitsu Kosan Company Limited Lubricating oil additive comprising succinimide compound, and its use for diesel engines

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EP0289522B1 (en) * 1986-11-18 1992-01-02 The Lubrizol Corporation Water tolerance fixes in functional fluids and lubricants
CA2056320C (en) * 1990-12-21 2002-03-12 Andrew G. Papay Lubricating oil compositions and concentrates and the use thereof
JP2000087067A (ja) 1998-07-17 2000-03-28 Tonen Corp 内燃機関用潤滑油組成物
CN103502230A (zh) * 2011-04-26 2014-01-08 陶氏环球技术有限责任公司 来源于糖醇的可再生表面活性剂
EP3492569B1 (en) * 2017-12-01 2022-06-08 Infineum International Limited Marine engine lubrication

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Publication number Priority date Publication date Assignee Title
EP0839840B2 (en) † 1996-10-29 2016-01-20 Idemitsu Kosan Company Limited Lubricating oil additive comprising succinimide compound, and its use for diesel engines

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US4929374A (en) 1990-05-29
ATE74154T1 (de) 1992-04-15
DE3869539D1 (de) 1992-04-30
GR3004459T3 (enrdf_load_stackoverflow) 1993-03-31
GB8722323D0 (en) 1987-10-28
ES2032326T3 (es) 1993-02-01
EP0311166A1 (en) 1989-04-12

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